Ir-Catalyzed cyclization of α,ω-dienes with an N-methyl group via two C-H activation steps

Iridium-catalyzed sp(3) C-H alkylation of an N-methyl group with 1,5- and 1,6-dienes proceeded to give five- and six-membered carbocyclic compounds, respectively, in high yields. The reaction involves intermolecular alkylation of the N-methyl group with a vinyl moiety and subsequent intramolecular cyclization at the beta-position of the initially formed alkylated intermediate. The reaction using a chiral bidentate phosphine ligand enabled the asymmetric synthesis of the cyclic compounds.

Automated summary

In this study, an iridium-catalyzed sp(3) C-H alkylation reaction was conducted to achieve high yields in the reaction between N-methyl groups and 1,5- and 1,6-dienes, resulting in the formation of five- and six-membered carbocyclic compounds. The use of a chiral bidentate phosphine ligand allowed for the asymmetric synthesis of cyclic compounds.